Aegyptinone B - Compound Card

Aegyptinone B

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Aegyptinone B

Structure
Zoomed Structure
  • Family: Labiatae
  • Kingdom: Plantae
  • Class: Quinone
    • Subclass: P-Naphthoquinone
Canonical Smiles OC[C@@H](C1=C(O)c2cc3c(c(c2C(=O)C1=O)C)CCCC3(C)C)C
InChI InChI=1S/C20H24O4/c1-10(9-21)15-17(22)13-8-14-12(6-5-7-20(14,3)4)11(2)16(13)19(24)18(15)23/h8,10,21-22H,5-7,9H2,1-4H3/t10-/m0/s1
InChIKey HPDJDMAPXQNONF-JTQLQIEISA-N
Formula C20H24O4
HBA 4
HBD 2
MW 328.41
Rotatable Bonds 2
TPSA 74.6
LogP 3.27
Number Rings 3
Number Aromatic Rings 1
Heavy Atom Count 24
Formal Charge 0
Fraction CSP3 0.5
Exact Mass 328.17
Number of Lipinski Rule Violations 0
# Species Family Kingdom NCBI Taxonomy ID
1 Salvia aegyptiaca Labiatae Plantae

Showing of synonyms

  • Sabri, Nawal N. and Abou-Donia, et al. (1989). Two new rearranged abietane diterpene quinones from Salvia aegyptiaca L.. Journal of Organic Chemistry,1989,54(17),4097-4099. [View]
Pubchem: 389887
Nmrshiftdb2: 70049336

No compound-protein relationship available.

Structure

SMILES: O=C1C(=O)C=Cc(c12)cc3c(c2)CCCC3

Level: 0

Mol. Weight: 212.25 g/mol

No bioactivities available.

Absorption

Caco-2 (logPapp)
-4.62
Human Oral Bioavailability 20%
Bioavailable
Human Intestinal Absorption
Absorbed
Madin-Darby Canine Kidney
-4.68
Human Oral Bioavailability 50%
Bioavailable
P-Glycoprotein Inhibitor
Non-Inhibitor
P-Glycoprotein Substrate
Non-Substrate
Skin Permeability
-2.01

Distribution

Blood-Brain Barrier (CNS)
-
Blood-Brain Barrier
Penetrable
Fraction Unbound (Human)
1.07
Plasma Protein Binding
65.6
Steady State Volume of Distribution
-

Metabolism

Breast Cancer Resistance Protein
Non-Inhibitor
CYP 1A2 Inhibitor
Inhibitor
CYP 1A2 Substrate
Substrate
CYP 2C19 Inhibitor
Inhibitor
CYP 2C19 Substrate
Substrate
CYP 2C9 Inhibitor
Inhibitor
CYP 2C9 Substrate
Non-Substrate
CYP 2D6 Inhibitor
Non-Inhibitor
CYP 2D6 Substrate
Non-Substrate
CYP 3A4 Inhibitor
Non-Inhibitor
CYP 3A4 Substrate
Substrate
OATP1B1
Non-Inhibitor
OATP1B3
Non-Inhibitor

Excretion

Clearance
10.36
Organic Cation Transporter 2
Non-Inhibitor
Half-Life of Drug
-

Toxicity

AMES Mutagenesis
Toxic
Avian
Safe
Bee
Toxic
Bioconcentration Factor
0.45
Biodegradation
Safe
Carcinogenesis
Safe
Crustacean
Toxic
Liver Injury I (DILI)
Safe
Eye Corrosion
Safe
Eye Irritation
Safe
Maximum Tolerated Dose
0.65
Liver Injury II
Toxic
hERG Blockers
Safe
Daphnia Maga
4.97
Micronucleos
Toxic
NR-AhR
Safe
NR-AR
Toxic
NR-AR-LBD
Safe
NR-Aromatase
Safe
NR-ER
Safe
NR-ER-LBD
Safe
NR-GR
Safe
NR-PPAR-gamma
Safe
NR-TR
Safe
T. Pyriformis
2.04
Rat (Acute)
3.32
Rat (Chronic Oral)
2.99
Fathead Minnow
4.13
Respiratory Disease
Safe
Skin Sensitisation
Safe
SR-ARE
Safe
SR-ATAD5
Safe
SR-HSE
Safe
SR-MMP
Toxic
SR-p53
Safe

General Properties

Boiling Point
408.56
Hydration Free Energy
-9.51
Log(D) at pH=7.4
2.78
Log(P)
4.06
Log S
-4.11
Log(Vapor Pressure)
-7.75
Melting Point
169.58
pKa Acid
4.77
pKa Basic
4.28
Protein Name UniProt ID Entry Name Species #Pharmacophore Points Probability (0.7 ≤ Tversky Score ≤ 1.0)
High affinity cGMP-specific 3',5'-cyclic phosphodiesterase 9A O76083 PDE9A_HUMAN Homo sapiens 3 0.7807
Aldo-keto reductase family 1 member B1 P15121 ALDR_HUMAN Homo sapiens 3 0.7591
Aldo-keto reductase family 1 member C2 P52895 AK1C2_HUMAN Homo sapiens 2 0.7360
Angiotensin-converting enzyme Q10714 ACE_DROME Drosophila melanogaster 3 0.7282

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